AR079814A1 - Compuestos heterociclicos, composiciones farmaceuticas que los contienen y sus usos - Google Patents
Compuestos heterociclicos, composiciones farmaceuticas que los contienen y sus usosInfo
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- AR079814A1 AR079814A1 ARP100105018A ARP100105018A AR079814A1 AR 079814 A1 AR079814 A1 AR 079814A1 AR P100105018 A ARP100105018 A AR P100105018A AR P100105018 A ARP100105018 A AR P100105018A AR 079814 A1 AR079814 A1 AR 079814A1
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- nrbrb
- nrcc
- aryl
- heterocyclyl
- heteroaryl
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Abstract
Se describen aquí métodos para tratar trastornos usando compuestos que modulan la tirosina fosfatasa estriatal enriquecida (STEP). Los trastornos indicados a modo de ejemplo incluyen esquizofrenia y déficit cognitivo. Reivindicacion 1: Un compuesto de formula (1): o una sal del mismo, donde: A es CR4 o N; B es arilo, ciclilo o un heteroarilo de 5 o 6 miembros; m es 0, 1, 2, 3, 4 o 5; E es arilo o un heteroarilo de 5 miembros; n es 0, 1, 2, 3 o 4; cuando E es arilo, n es 0, 1, 2, 3 o 4; y cuando E es un heteroarilo de 5 miembros, n es 0, 1, 2 o 3; L es NR5, S, O o un enlace directo; uno de X y Z es N y el otro es CH; p es 0, 1, 2, 3 o 4; cada R1, R2 y R3 en forma independiente es alquilo C1-8, alquenilo C2-8, alquinilo C2-8, arilo, heteroarilo, ciclilo, heterociclilo, arilalquilo, heteroarilalquilo, ciclilalquilo, heterociclilalquilo, halo, haloalquilo, haloalcoxi, aminoalquilo, alquilaminoalquilo, dialquilaminoalquilo, hidroxialquilo, alcoxialquilo, sililoxi, sililoxialquilo, sililoxialquinilo, sililalcoxi, sililalcoxialquilo, -CN, oxo, -NO2, -C(O)ORa, -C(Y)NRbRb', -NRcC(Y)Rc', -NRbRb', -OC(O)NRbRb', -NRcC(O)ORc', -SO2NRbRb', -NRcSO2Rc', -NRcC(Y)NRbRb', -ORd, -SRd', -C(Y)Re o -S(O)qRf, donde cada uno de ellos está sustituido en forma opcional con 1-3 R6; donde dos R1, junto con los átomos a los que están unidos, pueden formar un anillo ciclilo, heterociclilo, arilo o heteroarilo sustituido en forma opcional; R4 es hidrogeno, alquilo C1-8, alquenilo C2-8, alquinilo C2-8, arilo, heteroarilo, ciclilo, heterociclilo, arilalquilo, heteroarilalquilo, ciclilalquilo, heterociclilalquilo, halo, haloalquilo, haloalcoxi, aminoalquilo, alquilaminoalquilo, dialquilaminoalquilo, hidroxialquilo, alcoxialquilo, sililoxi, sililoxialquilo, sililalcoxi, sililalcoxialquilo, -CN, -NO2, -C(O)ORa, -C(Y)NRbRb', -NRcC(Y)Rc', -NRbRb', -OC(O)NRbRb', -NRcC(O)ORc', -SO2NRbRb', -NRcSO2Rc', -NRcC(Y)NRbRb', -ORd, -SRd', -C(Y)Re o -S(O)qRf, donde cada uno de ellos está sustituido en forma opcional con 1-3 R6; R5 es hidrogeno; o cuando m no es 0, R5 y un R1 pueden ser considerados en conjunto con los átomos a los que están unidos para formar un anillo heterociclilo o heteroarilo sustituido en forma opcional; cada R6 en forma independiente es alquilo C1-8, alquenilo C2-8, alquinilo C2-8, arilo, heteroarilo, ciclilo, heterociclilo, arilalquilo, heteroarilalquilo, ciclilalquilo, heterociclilalquilo, halo, haloalquilo, haloalcoxi, aminoalquilo, alquilaminoalquilo, dialquilaminoalquilo, hidroxialquilo, alcoxialquilo, sililoxi, sililoxialquilo, sililalcoxi, sililalcoxialquilo, oxo, tioxo, -CN, -NO2, -C(O)ORa, -C(Y)NRbRb', -NRcC(Y)Rc', -NRbRb', -OC(O)NRbRb', -NRcC(O)ORc', -SO2NRbRb', -NRcSO2Rc', -NRcC(Y)NRbRb', -ORd, -SRd', -C(Y)Re o -S(O)qRf, donde cada uno de ellos está sustituido en forma opcional con 1-3 R7; cada R7 en forma independiente es alquilo C1-8, alquenilo C2-8, alquinilo C2-8, arilo, heteroarilo, ciclilo, heterociclilo, arilalquilo, heteroarilalquilo, ciclilalquilo, heterociclilalquilo, halo, haloalquilo, haloalcoxi, aminoalquilo, alquilaminoalquilo, dialquilaminoalquilo, hidroxialquilo, alcoxialquilo, sililoxi, sililoxialquilo, sililalcoxi, sililalcoxialquilo, oxo, tioxo, -CN, -NO2, -C(O)ORa, -C(Y) NRbRb', -NRcC(Y)Rc', -NRbRb', -OC(O)NRbRb', -NRcC(O)ORc', -SO2NRbRb', -NRcSO2Rc', -NRcC(Y)NRbRb', -ORd, -SRd', -C(Y)Re o -S(O)qRf, donde cada uno de ellos está sustituido en forma opcional con 1-3 R9; cada R9 en forma independiente es alquilo C1-8, alquenilo C2-8, alquinilo C2-8, arilo, heteroarilo, ciclilo, heterociclilo, arilalquilo, heteroarilalquilo, ciclilalquilo, heterociclilalquilo, halo, haloalquilo, haloalcoxi, aminoalquilo, alquilaminoalquilo, dialquilaminoalquilo, hidroxialquilo, alcoxialquilo, sililoxi, sililoxialquilo, sililalcoxi, sililalcoxialquilo, oxo, tioxo, -CN, -NO2, -C(O)ORa, -C(Y)NRbRb', -NRcC(Y)Rc', -NRbRb', -OC(O)NRbRb', -NRcC(O)ORc', -SO2NRbRb', -NRcSO2Rc', -NRcC(Y)NRbRb', -ORd, -SRd', -C(Y)Re o -S(O)qRf; Y es O o S; q es 1 o 2 y cada Ra, Rb, Rb', Rc, Rc', Rd, Rd', Re y Rf en forma independiente es hidrogeno, alquilo C1-8, alquenilo C2-8, alquinilo C2-8, acilo, arilo, heteroarilo, ciclilo, heterociclilo, arilalquilo, heteroarilalquilo, ciclilalquilo, heterociclilalquilo, halo, haloalquilo, haloalcoxi, aminoalquilo, alquilaminoalquilo, dialquilaminoalquilo, hidroxialquilo, alcoxialquilo, sililoxi, sililoxialquilo, sililalcoxi o sililalcoxialquilo; donde cuando B es fenilo, dos R1 no son considerados en conjunto para formar un anillo pirazol; y cuando B es fenilo, R2 no es (2), un compuesto de formula (3): o una sal del mismo, donde: L es CR4R5, O, C(O), NR6C(O) o NR7; A es N; cada X1, X2, X3, X4 y X5 en forma independiente es CH o N, siempre que al menos dos de X1, X2, X3, X4 y X5 son N; n es 0, 1, 2, 3 o 4; p es 0, 1, 2 o 3; R1 es alquilo C1-8, alquenilo C2-8, alquinilo C2-8, arilo, heteroarilo, ciclilo, heterociclilo, arilalquilo, heteroarilalquilo, ciclilalquilo o heterociclilalquilo, donde cada uno de ellos está sustituido en forma opcional con 1-5 R9; donde R1 o R9 de manera opcional son tomados junto con uno de R4, R5, R6 o R7 y los átomos a los que están unidos, para formar un anillo ciclilo, heterociclilo, arilo o heteroarilo que en forma opcional está sustituido con 1-3 R10; cada R2 y R3 en forma independiente es hidrogeno, alquilo C1-8, alquenilo C2-8, alquinilo C2-8, arilo, heteroarilo, ciclilo, heterociclilo, arilalquilo, heteroarilalquilo, ciclilalquilo, heterociclilalquilo, halo, haloalquilo, haloalcoxi, aminoalquilo, alquilaminoalquilo, dialquilaminoalquilo, hidroxialquilo, alcoxialquilo, sililoxi, sililoxialquilo, sililalcoxi, sililalcoxialquilo, -CN, -NO2, -C(O)ORa, -C(Y)NRbRb', -NRcC(Y)Rc', -NRbRb', -OC(O)NRbRb' NRcC(O)ORc', -SO2NRbRb', -NRcSO2Rc', -NRcC(Y)NRbRb', -ORd, -SRd', -C(Y)Re o S(O)qRf; donde cada uno de ellos está sustituido en forma opcional con 1-3 R11; cada R4, R5, R6 y R7 en forma independiente es hidrogeno, alquilo C1-8, alquenilo C2-8, alquinilo C2-8, arilo, heteroarilo, ciclilo, heterociclilo, arilalquilo, heteroarilalquilo, ciclilalquilo, heterociclilalquilo, halo, haloalquilo, haloalcoxi, aminoalquilo, alquilaminoalquilo, dialquilaminoalquilo, hidroxialquilo, alcoxialquilo, sililoxi, sililoxialquilo, sililalcoxi, sililalcoxialquilo, -CN, -NO2, -C(O)ORa, _-C(Y)NRbRb', -NRcC(Y)Rc', -NRbRb', -OC(O)NRbRb', -NRcC(O)ORc', -SO2NRbRb', -NRcSO2Rc', -NRcC(Y)NRbRb', -ORd, -SRd', -C(Y)Re o -S(O)qRf; cada R9, R10 y R11 en forma independiente es alquilo C1-8, alquenilo C2-8, alquinilo C2-8, arilo, heteroarilo, ciclilo, heterociclilo, arilalquilo, heteroarilalquilo, ciclilalquilo, heterociclilalquilo, halo, haloalquilo, haloalcoxi, aminoalquilo, alquilaminoalquilo, dialquilaminoalquilo, hidroxialquilo, alcoxialquilo, sililoxi, sililoxialquilo, sililalcoxi, sililalcoxialquilo, oxo, tioxo, -CN, -NO2, -C(O)ORa, -C(Y)NRbRb', -NRcC(Y)Rc', -NRbRb' -OC(O)NRbRb', -NRcC(O)ORc', -SO2NRbRb', -NRcSO2Rc', -NRcC(Y)NRbRb', -ORd, -SRd', -C(Y)Re o -S(O)qRf, donde cada uno de ellos está sustituido en forma opcional con 1-3 R12; donde, dos R9, dos R10 o dos R11 de manera opcional son tomados junto con los átomos a los que están unidos para formar un anillo ciclilo, heterociclilo, arilo o heteroarilo sustituido en forma opcional; R12 es -ORd; Y es O o S; q es 1 o 2 y cada Ra, Rb, Rb', Rc, Rc', Rd, Rd', Re, Re' y Rf en forma independiente es hidrogeno, alquilo C1-8, alquenilo C2-8, alquinilo C2-8, acilo, ciclilo, heterociclilo, arilo, heteroarilo, ciclilalquilo, heterociclilalquilo, arilalquilo o heteroarilalquilo y un compuesto de formula (4): o una sal del mismo, donde: A es CH o N; L es O, un enlace directo o NR6; uno de X1, X2, X3, X4 y X5 es N y los otros son CH; m es 1, 2 o 3; n es 1, 2, 3 o 4; R1 es hidrogeno, alquilo C1-8, alquenilo C2-8, alquinilo C2-8, alcoxialquilo, hidroxialquilo, heteroarilo, heteroarilalquilo, arilalquilo, -C(Y)Re, ciclilo, ciclilalquilo o heterociclilo, donde cada uno de ellos está sustituido en forma opcional con 1-3 R7; R2 es arilo o heteroarilo, donde cada uno de ellos está sustituido en forma opcional con 1-5 R9; cada R3 o R4 en forma independiente es hidrogeno, alquilo C1-8, alquenilo C2-8, alquinilo C2-8, arilo, heteroarilo, ciclilo, heterociclilo, arilalquilo, heteroarilalquilo, ciclilalquilo, heterociclilalquilo, halo, haloalquilo, haloalcoxi, aminoalquilo, alquilaminoalquilo, dialquilaminoalquilo, hidroxialquilo, alcoxialquilo, sililoxi, sililoxialquilo, sililalcoxi, sililalcoxialquilo, -CN, -NO2, -C(O)ORa, -C(Y)NRbRb', -NRcC(Y)Rc', -NRbRb', -OC(O)NRbRb', -NRcC(O)ORc', -SO2NRbRb', -NRcSO2Rc', -NRcC(Y)NRbRb', -ORd, -SRd', -C(Y)Re o -S(O)qRf, donde cada uno de ellos está sustituido en forma opcional con 1-3 R10; R6 es hidrogeno, alquilo C1-8, alquenilo C2-8, alquinilo C2-8, ciclilo o heterociclilo, donde cada uno de ellos está sustituido en forma opcional con 1-3 R11; cada R7, R9 y R10 en forma independiente es alquilo C1-8, alquenilo C2-8, alquinilo C2-8, arilo, heteroarilo, ciclilo, heterociclilo, arilalquilo, heteroarilalquilo, ciclilalquilo, heterociclilalquilo, halo, haloalquilo, haloalcoxi, aminoalquilo, alquilaminoalquilo, dialquilaminoalquilo, hidroxialquilo, alcoxialquilo, sililoxi, sililoxialquilo, sililalcoxi, sililalcoxialquilo, oxo, tioxo, -CN, -NO2, -C(O)ORa, -C(Y)NRbRb', -NRcC(Y)Rc', -NRbRb', -OC(O)NRbRb', -NRcC(O)ORc', -SO2NRbRb', -NRcSO2Rc', -NRcC(Y)NRbRb', ORd, -SRd', -C(Y)Re o -S(O)qRf, donde cada uno de ellos está sustituido en forma opcional con 1-3 R12; donde dos R7, dos R9 o dos R10 son en forma opcional tomados junto con los átomos a los que están unidos para formar un anillo ciclilo, heterociclilo, arilo o heteroarilo sustituido en forma opcional; cada R11 y R12 en forma independiente es alquilo C1-8, alquenilo C2-8, alquinilo C2-8, arilo, heteroarilo, ciclilo, heterociclilo, arilalquilo, heteroarilalquilo, ciclilalquilo, heterociclilalquilo, halo, haloalquilo, haloalcoxi, aminoalquilo, alquilaminoalquilo, dialquilaminoalquilo, hidroxialquilo, alcoxialq
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